(tetrahydrofuran-2-ylmethoxy)butanedioic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (tetrahydrofuran-2-ylmethoxy)butanedioic acid
• 英文别名: 2-(Oxolan-2-ylmethoxy)butanedioic acid
• 化学式: C₉H₁₄O₆
• 分子量: 218.207
• InChiKey: QUDDCZZWVCATGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  四氢糠醇 、 lithium succinate 在 lanthanum(III) chloride 作用下， 反应 7.7h， 以97%的产率得到(tetrahydrofuran-2-ylmethoxy)butanedioic acid
  参考文献：
  名称：

  LaIII-Induced Addition of Tetrahydrofurfuryl Alcohol, Tetrahydropyran-2-ylmethanol, D-Gluconate, Methanol and Ethanol to Maleate.

  摘要：

  La-IIII-mediated Michael-type addition of tetrahydrofurfuryl alcohol (thfa) and tetrahydropyran-2-ylmethanol (thpm) to maleate 1, to form the corresponding alkoxybutanedioic acids in high yields (>89%) is described. Small amounts (<5%) of the products from competitive addition of water were formed when hydrated salts were used. Larger amounts of water interfere with this reaction. The extension of this reaction to D-gluconate 3, methanol and ethanol, to prepare 2-[(D-gluconate)-2-O-yl]butanedioate 4, methoxybutanedioic acid 2e and ethoxy-butanedioic acid 2f, has also been achieved.

  DOI：

  10.3891/acta.chem.scand.50-0825

表征谱图